4-Chloroaniline → Tert-butyl 4-(4-chlorophenylamino)piperidine-1-carboxylate

HRID 1726174Notes

Reaction equation

HRID 1726174 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[C:9]([N:16]1[CH2:21][CH2:20][C:19](=O)[CH2:18][CH2:17]1)([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10]>>[C:12]([O:11][C:9]([N:16]1[CH2:21][CH2:20][CH:19]([NH:6][C:5]2[CH:7]=[CH:8][C:2]([Cl:1])=[CH:3][CH:4]=2)[CH2:18][CH2:17]1)=[O:10])([CH3:15])([CH3:13])[CH3:14]

Participants

3

Reactant 2

HCID 78124-ChloroanilineHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylate

Product 1

HCID 1491503Tert-butyl 4-(4-chlorophenylamino)piperidine-1-carboxylateYield 78%

Procedure

Using general procedure A, 4-chloroaniline (640 mg, 5.0 mmol) and 1-Boc-4-piperidone (1.0 g, 5.0 mmol) afforded 4-(4-chloro-phenylamino)-piperidine-1-carboxylic acid tert-butyl ester (1.21 g, 78%).

Sources & evidence

ORD record
ord-c107dd12f3c84a20941cd163c0eeb64d
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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